Antifungal diketopiperazines from symbiotic fungus of fungus-growing ant Cyphomyrmex minutus

Journal of Chemical Ecology

Volumn 25, Issue 4, 1999, Pages 935-941

  Wang, Yong ^a,c   Mueller, Ulrich G ^a,b   Clardy, Jon ^a  

^a Department of Molecular Biology and Genetics   (United States)

^b Bldg 142   (United States)

^c Roche Carolina   (United States)

Author keywords

Antifungal; Cyphomyrmex minutus; Diketopiperazine; Fungus growing ant; Symbiosis; Tyridiomyces formicarum

Indexed keywords

PIPERAZINEDIONE;

ANT; ANTIFUNGAL ACTIVITY; ARTICLE; DRUG ISOLATION; EXTRACTION; FUNGUS GROWTH; FUNGUS IDENTIFICATION; INSECT; NONHUMAN; SYMBIOSIS;

CYPHOMYRMEX MINUTUS; FORMICIDAE; FUNGI; INSECTA;

EID: 0032959683     PISSN: 00980331     EISSN: None     Source Type: Journal    
DOI: 10.1023/A:1020861221126     Document Type: Article

References (26)

1. ARNONE, A., CAPELLI, S., NASINI, G., MEILLE, S. V., and DEPAVA, O. V. 1996. Secondary mould metabolites 52. Structure elucidation of diatretol - a new diketopiperazine metabolite from the fungus Clitocybe diatreta. Liebigs Ann. 11:1875-1877.
2. BEATTIE, A. J. 1992. Discovering new biological resources - chance or reason? BioScience 42:290-292.
3. CHAPELA, I. H., REHNER, S. A., SCHULTZ, T. R., and MUELLER, U. G. 1994. Evolutionary history of the symbiosis between fungus-growing ants and their fungi. Science 266:1691-1694.
4. CHEN, Y.-S. 1960. Studies on the metabolic products of Rosellinia necatrix Berlese. Bull. Agric. Chem. Soc. Jpn. 24:372-381.
5. DOUGLAS, A. 1994. Symbiotic Interactions. Oxford Univesity Press, Oxford.
6. EISNER, T. 1990. Prospecting for nature's chemicals. Issues Sci. Technol. 6:31-34.
7. FUTUYMA, D. J., and SLATKIN, M. 1983. Coevolution. Sinauer, Sunderland, Massachusetts.
8. HERVEY, A., and NAIR, M. S. R. 1979. Antibiotic metabolite of a fungus cultivated by gardening ants. Mycologia 71:1064-1066.
9. HERVEY, A., ROBERSON, C. T., and LEONG, I. 1977. Studies on fungi cultivated by ants. Brittonia 29:226-236.
10. KERMARREC, A., FEBVAY, G., and DECHARME, M. 1986. Protection of leaf-cutting ants from biohazards: Is there a future for microbiological control? pp. 339-355, in C. S. Lofgren and R. K. Vander Meer (eds.). Fire Ants and Leaf-Cutting Ants, Westview Press, Boulder, Colorado.
11. KODAIRA, Y. 1961. Toxic substances to insects, produced by Aspergillus ochraceus and Oopsra destructor. Agric. Biol. Chem. 25:261-262.
12. KOZLOVSKII, A. G., VINOKUROVA, N. G., ZHELIFONOVA, V. P., ADANIN, V. M., and OZERSKAYA, S. M. 1997. Alkaloids synthesized by penicillia isolated from Syrian soils. Microbiology 66:501-504.
13. MARTIN, M. M., MACCONNELL, J. G., and GALE, G. R. 1969. The chemical basis for the attine ant-fungus symbiosis. Absence of antibiotics. Ann. Entomol. Soc. Am. 62:386-388.
14. MUELLER, U. G., LIPARI, S. E., MILGROOM, M. G. 1996. Amplified fragment length polymorphism (AFLP) fingerprinting of symbiotic fungi cultured by the fungus-growing ant Cyphomyrmex minutus. Mol. Ecol. 5:119-122.
15. MUELLER, U. G., REHNER, S. A., and SCHULTZ, T. R. 1998. The evolution of agriculture in ants. Science 281:2034-2038.
16. SCHULTZ, T. R., and MEIER, R. 1995. A phylogenetic analysis of the fungus-growing ants (Hymenoptera: Formicidae: Attini) based on morphological characters of the larvae. Syst. Entomol. 20:337-370.
17. SNELLING, R. R., and LONGINO, J. T. 1992. Revisionary notes on the fungus-growing ants in the genus Cyphomyrmex, pp. 481-494, in D. Quintero and A. Aniello (eds.). Insects of Panama and Mesoamerica, Oxford University Press, Oxford.
18. STIERLE, A., STROBEL, G., and STIERLE, D. 1993. Taxol and taxane production by Taxomyces andreanae, an endophytic fungus of Pacific yew. Science 260:214-216.
19. THOMPSON, J. N. 1994. The Coevolutionary Process, University of Chicago Press, Chicago.
20. TOMASSINI, J. E., DAVIES, M. E., HASTINGS, J. C., LINGHAM, R., MOJENA, M., RAGHOOBAR, S. L., SINGH, S. B., TKACZ, J. S., and GOETZ, M. A. 1996. A novel antiviral agent which inhibits the endonuclease of influenza viruses. Antimicrob. Agents Chemother. 40:1189-1193.
21. TRIGOS, A., REYNA, S., and MATAMOROS, B. 1995. Macrophominol, a diketopiperazine from cultures of Macrophomina phaseolina. Phytochemistry 40:1697-1698.
22. TRISCHMAN, J. A., TAPIOLAS, D. M., JENSEN, P. R., DWIGHT, R., FENICAL, W., MCKEE, T. C., IRELAND, C. M., STOUT, T. J., and CLARDY, J. C. 1994. Salinamide-A and Salinamide-B - antiinflammatory depsipeptides from a marine streptomycete. Am. Chem. Soc. 116:757-758.
23. WEBER, N. A. 1955. Fungus-growing ants and their fungi: Cyphomyrmex rimosus minutus Mayr. J. Wash. Acad. Sci. 45:275-281.
24. WEBER, N. A. 1972. Gardening Ants: The Attines. American Philosophical Society, Philadelphia.
25. WEBER, N. A. 1982. Fungus ants, pp. 255-363, in H. Hermann (ed.). Social Insects, IV. Academic Press, New York.
26. WHEELER, W. M. 1907. The Fungus-Growing Ants of North America. Dover Publications, New York.